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. 2015 Feb 11;51(12):2266–2269. doi: 10.1039/c4cc09495f

Table 2. Optimization of the transition metal-catalyzed hydroalkoxylation of the Michael adduct 3a a .

Inline graphic
Entry Catalyst Solvent t (h) Yield b (%)
1 PPh3AuCl/AgNTf2 Toluene 0.25 99
2 AgNO3 CH2Cl2 3.5 97
3 AgNTf2 CH2Cl2 5 99
4 AgBF4 CH2Cl2 3 97
5 Ag2O CH2Cl2 >96 69
6 Ag2CO3 CH2Cl2 2 99
7 TFA CH2Cl2 >24 Traces
8 CuI CH2Cl2 >24 Traces
9 PtCl2 CH2Cl2 >24 Traces

aReaction conditions: 0.10 mmol of 3a, 10 mol% of catalyst, solvent 0.5 mL, rt.

bYield of isolated 4a after flash chromatography.